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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:35:42 UTC

Update Date

2022-03-07 02:52:29 UTC

HMDB ID

HMDB0030251

Secondary Accession Numbers

HMDB30251

Metabolite Identification

Common Name

Oripavine

Description

Oripavine belongs to the class of organic compounds known as morphinans. These are polycyclic compounds with a four-ring skeleton with three condensed six-member rings forming a partially hydrogenated phenanthrene moiety, one of which is aromatic while the two others are alicyclic. Oripavine is a very strong basic compound (based on its pKa). The simple bridged oripavine parent compound 6,14-Endoethenotetrahydrooripavine is already 40 times the potency of morphine, but adding a branched tertiary alcohol substituent on the C7 position results in a wide range of highly potent compounds. Outside of the human body, oripavine has been detected, but not quantified in, several different foods, such as radish, cocoa beans, black radish, alpine sweetvetchs, and rocket salad. This could make oripavine a potential biomarker for the consumption of these foods. Replacing the N-methyl group with cyclopropylmethyl results in opioid antagonists such as diprenorphine (M5050, which is used as an antidote to reverse the effects of etorphine, M99), and partial agonists such as buprenorphine, which is widely used in the treatment of opioid addiction. Due to its use in manufacture of strong opioids, oripavine is a controlled substance in some jurisdictions. Oripavine possesses an analgesic potency comparable to morphine; however, it is not clinically useful due to severe toxicity and low therapeutic index. It is the parent compound from which a series of semi-synthetic opioids are derived, which includes the compounds etorphine and buprenorphine. On September 24, 2007, the Drug Enforcement Administration formally added oripavine to Schedule II.Under the Controlled Substances Act 1970, oripavine has an ACSCN of 9330 and a 2013 manufacturing quota of 22,750 kg (50,160 lb). Oripavine has a potential for dependence which is significantly greater than that of thebaine but slightly less than that of morphine. Oripavine is an opiate and the major metabolite of thebaine. Of much greater relevance are the properties of the orvinols, a large family of semi-synthetic oripavine derivatives classically synthesized by the Diels-Alder reaction of thebaine with an appropriate dienophile followed by 3-O-demethylation to the corresponding bridged oripavine. This molecule is biosynthetically related to the morphinane derivatives metabolism, where thebaine and morphine are implicated. These compounds were developed by the group led by K. W. Bentley in the 1960s, and these Bentley compounds represent the first series of "super-potent" μ-opioid agonists, with some compounds in the series being over 10,000 times the potency of morphine as an analgesic. On March 14, 2007, the United Nations Commission on Narcotic Drugs formally decided to accept these recommendations, and placed oripavine in the Schedule I.Until recently, oripavine was a Schedule II drug in the United States by default as a thebaine derivative, although it was not explicitly listed.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0030251
     RDKit          3D
Oripavine
 41 45  0  0  0  0  0  0  0  0999 V2000
   -2.8148   -3.7547    0.7199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9192   -2.3593    0.5063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7125   -1.6347    0.5250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9855   -1.7717    1.6017 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2715   -1.0718    1.7290 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6886   -0.3035    0.7751 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9513    0.4938    0.7487 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7754    1.9388    0.3431 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3762    2.2897    0.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1135    3.6079    0.2124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4554    3.8263   -0.0204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2877    2.7807   -0.3879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6290    2.9949   -0.6205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8101    1.4755   -0.5379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4925    1.3200   -0.3021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0855   -0.0869   -0.4999 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7952   -0.3591   -1.6516 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2311   -0.0702   -1.5655 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8039   -0.1110   -0.2495 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2643   -1.4225    0.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3737   -0.8152   -0.6202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3122    0.2221   -0.8680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8471   -4.1590    0.6726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1457   -4.2000   -0.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3645   -3.9716    1.7228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2754   -2.4072    2.4502 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9136   -1.1554    2.6139 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4474    0.4093    1.7163 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4564    2.2092   -0.5103 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1702    2.5940    1.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5435    4.4128    0.4998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8553    4.8260    0.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2638    2.2613   -0.8887 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4058    0.1270   -2.6039 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6758   -1.4572   -1.8869 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4468    0.9137   -2.0805 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7961   -0.8114   -2.1763 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3657   -1.5011    0.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8543   -1.6352    1.1358 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8797   -2.2058   -0.5623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3693   -1.4385   -1.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 16 21  1  0
 21 22  1  0
 21  3  1  0
 16  6  1  0
 19  7  1  0
 15  9  1  0
 22 14  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
 10 31  1  0
 11 32  1  0
 13 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 18 37  1  0
 20 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
M  END


  Mrv0541 02241217052D          

 22 26  0  0  0  0            999 V2000
    2.0717   -1.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0717   -0.4483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3453   -0.0642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2172    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4483    1.0465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2774    0.5340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2172    0.6621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7297    0.0211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4309   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6193   -0.9181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1492   -1.5587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6193   -1.3453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6621   -0.4911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1492   -0.2352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5337    0.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6618    1.3881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1067    1.7726    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2774    2.5414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0717   -1.3025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9435   -2.1141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3453   -1.7297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3881   -2.5414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1 21  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 13  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 17  1  0  0  0  0
  6  7  2  0  0  0  0
  6 14  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 19  1  0  0  0  0
 10 11  1  0  0  0  0
 10 14  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 21  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030251

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C2C3CC4=C5C(OC1C25CCN3C)=C(O)C=C4

> <INCHI_IDENTIFIER>
InChI=1S/C18H19NO3/c1-19-8-7-18-11-4-6-14(21-2)17(18)22-16-13(20)5-3-10(15(16)18)9-12(11)19/h3-6,12,17,20H,7-9H2,1-2H3

> <INCHI_KEY>
ZKLXUUYLEHCAMF-UHFFFAOYSA-N

> <FORMULA>
C18H19NO3

> <MOLECULAR_WEIGHT>
297.3484

> <EXACT_MASS>
297.136493479

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
31.581686755287695

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
14-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,14,16-pentaen-10-ol

> <ALOGPS_LOGP>
2.58

> <JCHEM_LOGP>
1.25233371155375

> <ALOGPS_LOGS>
-2.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.3558880695985085

> <JCHEM_PKA_STRONGEST_BASIC>
11.091087068778185

> <JCHEM_POLAR_SURFACE_AREA>
41.93000000000001

> <JCHEM_REFRACTIVITY>
86.17739999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.66e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,14,16-pentaen-10-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030251
     RDKit          3D
Oripavine
 41 45  0  0  0  0  0  0  0  0999 V2000
   -2.8148   -3.7547    0.7199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9192   -2.3593    0.5063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7125   -1.6347    0.5250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9855   -1.7717    1.6017 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2715   -1.0718    1.7290 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6886   -0.3035    0.7751 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9513    0.4938    0.7487 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7754    1.9388    0.3431 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3762    2.2897    0.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1135    3.6079    0.2124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4554    3.8263   -0.0204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2877    2.7807   -0.3879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6290    2.9949   -0.6205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8101    1.4755   -0.5379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4925    1.3200   -0.3021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0855   -0.0869   -0.4999 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7952   -0.3591   -1.6516 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2311   -0.0702   -1.5655 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8039   -0.1110   -0.2495 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2643   -1.4225    0.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3737   -0.8152   -0.6202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3122    0.2221   -0.8680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8471   -4.1590    0.6726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1457   -4.2000   -0.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3645   -3.9716    1.7228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2754   -2.4072    2.4502 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9136   -1.1554    2.6139 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4474    0.4093    1.7163 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4564    2.2092   -0.5103 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1702    2.5940    1.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5435    4.4128    0.4998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8553    4.8260    0.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2638    2.2613   -0.8887 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4058    0.1270   -2.6039 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6758   -1.4572   -1.8869 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4468    0.9137   -2.0805 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7961   -0.8114   -2.1763 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3657   -1.5011    0.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8543   -1.6352    1.1358 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8797   -2.2058   -0.5623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3693   -1.4385   -1.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 16 21  1  0
 21 22  1  0
 21  3  1  0
 16  6  1  0
 19  7  1  0
 15  9  1  0
 22 14  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
 10 31  1  0
 11 32  1  0
 13 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 18 37  1  0
 20 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       3.867  -2.431   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.867  -0.837   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.511  -0.120   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.272   1.395   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.837   1.953   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.518   0.997   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.272   1.236   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.229   0.039   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.671  -1.395   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.156  -1.714   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.279  -2.910   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.156  -2.511   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.236  -0.917   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.279  -0.439   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.996   0.678   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.235   2.591   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       0.199   3.309   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       0.518   4.744   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -3.867  -2.431   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -3.628  -3.946   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.511  -3.229   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.591  -4.744   0.000  0.00  0.00           O+0
CONECT    1    2   21                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   17                                                  
CONECT    6    5    7   14                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   19                                                  
CONECT   10    9   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   21                                                  
CONECT   13    3   12   14                                                  
CONECT   14    6   10   13   15                                             
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17    5   16   18                                                  
CONECT   18   17                                                            
CONECT   19    9   20                                                       
CONECT   20   19                                                            
CONECT   21    1   12   22                                                  
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   52    0
END

COMPND    HMDB0030251
HETATM    1  C1  UNL     1      -2.815  -3.755   0.720  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.919  -2.359   0.506  1.00  0.00           O  
HETATM    3  C2  UNL     1      -1.712  -1.635   0.525  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.986  -1.772   1.602  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.271  -1.072   1.729  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.689  -0.304   0.775  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.951   0.494   0.749  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.775   1.939   0.343  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.376   2.290   0.062  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.113   3.608   0.212  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.455   3.826  -0.020  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.288   2.781  -0.388  1.00  0.00           C  
HETATM   13  O2  UNL     1      -3.629   2.995  -0.620  1.00  0.00           O  
HETATM   14  C12 UNL     1      -1.810   1.475  -0.538  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.492   1.320  -0.302  1.00  0.00           C  
HETATM   16  C14 UNL     1      -0.086  -0.087  -0.500  1.00  0.00           C  
HETATM   17  C15 UNL     1       0.795  -0.359  -1.652  1.00  0.00           C  
HETATM   18  C16 UNL     1       2.231  -0.070  -1.566  1.00  0.00           C  
HETATM   19  N1  UNL     1       2.804  -0.111  -0.250  1.00  0.00           N  
HETATM   20  C17 UNL     1       3.264  -1.422   0.133  1.00  0.00           C  
HETATM   21  C18 UNL     1      -1.374  -0.815  -0.620  1.00  0.00           C  
HETATM   22  O3  UNL     1      -2.312   0.222  -0.868  1.00  0.00           O  
HETATM   23  H1  UNL     1      -3.847  -4.159   0.673  1.00  0.00           H  
HETATM   24  H2  UNL     1      -2.146  -4.200  -0.046  1.00  0.00           H  
HETATM   25  H3  UNL     1      -2.364  -3.972   1.723  1.00  0.00           H  
HETATM   26  H4  UNL     1      -1.275  -2.407   2.450  1.00  0.00           H  
HETATM   27  H5  UNL     1       0.914  -1.155   2.614  1.00  0.00           H  
HETATM   28  H6  UNL     1       2.447   0.409   1.716  1.00  0.00           H  
HETATM   29  H7  UNL     1       2.456   2.209  -0.510  1.00  0.00           H  
HETATM   30  H8  UNL     1       2.170   2.594   1.180  1.00  0.00           H  
HETATM   31  H9  UNL     1       0.543   4.413   0.500  1.00  0.00           H  
HETATM   32  H10 UNL     1      -1.855   4.826   0.087  1.00  0.00           H  
HETATM   33  H11 UNL     1      -4.264   2.261  -0.889  1.00  0.00           H  
HETATM   34  H12 UNL     1       0.406   0.127  -2.604  1.00  0.00           H  
HETATM   35  H13 UNL     1       0.676  -1.457  -1.887  1.00  0.00           H  
HETATM   36  H14 UNL     1       2.447   0.914  -2.080  1.00  0.00           H  
HETATM   37  H15 UNL     1       2.796  -0.811  -2.176  1.00  0.00           H  
HETATM   38  H16 UNL     1       4.366  -1.501   0.207  1.00  0.00           H  
HETATM   39  H17 UNL     1       2.854  -1.635   1.136  1.00  0.00           H  
HETATM   40  H18 UNL     1       2.880  -2.206  -0.562  1.00  0.00           H  
HETATM   41  H19 UNL     1      -1.369  -1.438  -1.562  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3
CONECT    3    4    4   21
CONECT    4    5   26
CONECT    5    6    6   27
CONECT    6    7   16
CONECT    7    8   19   28
CONECT    8    9   29   30
CONECT    9   10   10   15
CONECT   10   11   31
CONECT   11   12   12   32
CONECT   12   13   14
CONECT   13   33
CONECT   14   15   15   22
CONECT   15   16
CONECT   16   17   21
CONECT   17   18   34   35
CONECT   18   19   36   37
CONECT   19   20
CONECT   20   38   39   40
CONECT   21   22   41
END

HMDB0030251
     RDKit          3D
Oripavine
 41 45  0  0  0  0  0  0  0  0999 V2000
   -2.8148   -3.7547    0.7199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9192   -2.3593    0.5063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7125   -1.6347    0.5250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9855   -1.7717    1.6017 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2715   -1.0718    1.7290 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6886   -0.3035    0.7751 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9513    0.4938    0.7487 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7754    1.9388    0.3431 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3762    2.2897    0.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1135    3.6079    0.2124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4554    3.8263   -0.0204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2877    2.7807   -0.3879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6290    2.9949   -0.6205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8101    1.4755   -0.5379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4925    1.3200   -0.3021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0855   -0.0869   -0.4999 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7952   -0.3591   -1.6516 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2311   -0.0702   -1.5655 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8039   -0.1110   -0.2495 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2643   -1.4225    0.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3737   -0.8152   -0.6202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3122    0.2221   -0.8680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8471   -4.1590    0.6726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1457   -4.2000   -0.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3645   -3.9716    1.7228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2754   -2.4072    2.4502 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9136   -1.1554    2.6139 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4474    0.4093    1.7163 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4564    2.2092   -0.5103 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1702    2.5940    1.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5435    4.4128    0.4998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8553    4.8260    0.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2638    2.2613   -0.8887 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4058    0.1270   -2.6039 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6758   -1.4572   -1.8869 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4468    0.9137   -2.0805 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7961   -0.8114   -2.1763 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3657   -1.5011    0.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8543   -1.6352    1.1358 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8797   -2.2058   -0.5623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3693   -1.4385   -1.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 16 21  1  0
 21 22  1  0
 21  3  1  0
 16  6  1  0
 19  7  1  0
 15  9  1  0
 22 14  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
 10 31  1  0
 11 32  1  0
 13 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 18 37  1  0
 20 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6,7,8,14-Tetradehydro-4,5-epoxy-6-methoxy-17-methylmorphinan-3-ol	HMDB

Chemical Formula

C₁₈H₁₉NO₃

Average Molecular Weight

297.3484

Monoisotopic Molecular Weight

297.136493479

IUPAC Name

14-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,14,16-pentaen-10-ol

Traditional Name

14-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,14,16-pentaen-10-ol

CAS Registry Number

467-04-9

SMILES

COC1=CC=C2C3CC4=C5C(OC1C25CCN3C)=C(O)C=C4

InChI Identifier

InChI=1S/C18H19NO3/c1-19-8-7-18-11-4-6-14(21-2)17(18)22-16-13(20)5-3-10(15(16)18)9-12(11)19/h3-6,12,17,20H,7-9H2,1-2H3

InChI Key

ZKLXUUYLEHCAMF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as morphinans. These are polycyclic compounds with a four-ring skeleton with three condensed six-member rings forming a partially hydrogenated phenanthrene moiety, one of which is aromatic while the two others are alicyclic.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Morphinans

Sub Class

Not Available

Direct Parent

Morphinans

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0030251)

Cellular substructure

Membrane (HMDB: HMDB0030251)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030251)

Source

Endogenous

Endogenous (HMDB: HMDB0030251)

Plant

Animal

Animal (HMDB: HMDB0030251)

Exogenous

Food

Food (HMDB: HMDB0030251)

Herbs and Spices (FooDB: FOOD00866)

Nut

Almond (FooDB: FOOD00148)
Brazil nut (FooDB: FOOD00024)
Cashew nut (FooDB: FOOD00011)
Chestnut (FooDB: FOOD00045)
Hazelnut (FooDB: FOOD00376)
Peanut (FooDB: FOOD00016)
Pecan nut (FooDB: FOOD00044)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Walnut (FooDB: FOOD00608)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hickory nut (FooDB: FOOD00377)
Macadamia nut (FooDB: FOOD00525)
Mixed nuts (FooDB: FOOD00771)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Japanese chestnut (FooDB: FOOD00385)
Common hazelnut (FooDB: FOOD00062)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Nuts (FooDB: FOOD00869)

Fruit

Pome

Drupe

Apricot (FooDB: FOOD00144)
Prunus (Cherry, Plum) (FooDB: FOOD00143)
Nectarine (FooDB: FOOD00229)
Peach (FooDB: FOOD00149)
European plum (FooDB: FOOD00147)
Sour cherry (FooDB: FOOD00146)
Sweet cherry (FooDB: FOOD00145)
Common chokecherry (FooDB: FOOD00562)
Peach (var.) (FooDB: FOOD00230)

Tropical fruit

Berry

Bilberry (FooDB: FOOD00193)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Elderberry (FooDB: FOOD00358)
Gooseberry (FooDB: FOOD00157)
Grape (FooDB: FOOD00369)
Lingonberry (FooDB: FOOD00194)
Loganberry (FooDB: FOOD00400)
Strawberry (FooDB: FOOD00083)
Boysenberry (FooDB: FOOD00542)
American cranberry (FooDB: FOOD00192)
Common grape (FooDB: FOOD00204)
Strawberry guava (FooDB: FOOD00482)
Black mulberry (FooDB: FOOD00117)
Red raspberry (FooDB: FOOD00162)
Muscadine grape (FooDB: FOOD00203)
Salmonberry (FooDB: FOOD00456)
Alaska blueberry (FooDB: FOOD00380)
Sea-buckthornberry (FooDB: FOOD00087)
Black elderberry (FooDB: FOOD00166)
Black crowberry (FooDB: FOOD00075)
Black huckleberry (FooDB: FOOD00084)
Mulberry (FooDB: FOOD00116)
Black chokeberry (FooDB: FOOD00136)
Cloudberry (FooDB: FOOD00161)
Black raspberry (FooDB: FOOD00163)
Rowanberry (FooDB: FOOD00176)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Ohelo berry (FooDB: FOOD00419)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)

Other fruit

Date (FooDB: FOOD00135)
Fig (FooDB: FOOD00081)
Jujube (FooDB: FOOD00388)

Citrus

Grapefruit (FooDB: FOOD00256)
Lemon (FooDB: FOOD00054)
Lime (FooDB: FOOD00053)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Persian lime (FooDB: FOOD00543)
Pummelo (FooDB: FOOD00055)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Citrus (FooDB: FOOD00859)

Fruits (FooDB: FOOD00871)

Vegetable

Shoot vegetable

Fruit vegetable

Eggplant (FooDB: FOOD00174)
Avocado (FooDB: FOOD00130)
Groundcherry (FooDB: FOOD00371)
Olive (FooDB: FOOD00121)
Pepper (FooDB: FOOD00040)
Garden tomato (FooDB: FOOD00171)
Mexican groundcherry (FooDB: FOOD00491)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Garden tomato (var.) (FooDB: FOOD00173)
Cherry tomato (FooDB: FOOD00172)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Pepper (C. frutescens) (FooDB: FOOD00428)
Pepper (C. pubescens) (FooDB: FOOD00849)
Orange bell pepper (FooDB: FOOD00879)

Root vegetable

Cabbage

Leaf vegetable

Lettuce (FooDB: FOOD00095)
Swiss chard (FooDB: FOOD00237)
Garden cress (FooDB: FOOD00099)
Endive (FooDB: FOOD00048)
Spinach (FooDB: FOOD00178)
Common beet (FooDB: FOOD00025)
Garland chrysanthemum (FooDB: FOOD00333)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
New Zealand spinach (FooDB: FOOD00415)
Swamp cabbage (FooDB: FOOD00091)
Rocket salad (ssp.) (FooDB: FOOD00077)
Yautia (FooDB: FOOD00510)
Romaine lettuce (FooDB: FOOD00888)
Rocket salad (FooDB: FOOD00244)
Chicory leaves (FooDB: FOOD00250)
Corn salad (FooDB: FOOD00340)
Malabar spinach (FooDB: FOOD00404)
Ostrich fern (FooDB: FOOD00556)
Green vegetables (FooDB: FOOD00872)

Mushroom

Tuber

Onion-family vegetable

Leek (FooDB: FOOD00007)
Allium (FooDB: FOOD00005)
Wild leek (FooDB: FOOD00396)
Shallot (FooDB: FOOD00243)
Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Green onion (FooDB: FOOD00963)
Red onion (FooDB: FOOD00962)

Other vegetable

Okra (FooDB: FOOD00420)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Tree fern (FooDB: FOOD00797)
Chinese water chestnut (FooDB: FOOD00332)
Nopal (FooDB: FOOD00416)
Carob (FooDB: FOOD00321)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Giant butterbur (FooDB: FOOD00314)
Sesbania flower (FooDB: FOOD00469)

Stalk vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Cereal and cereal product

Other bread

Other bread (FooDB: FOOD00269)

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Bean

Lentil

Lentils (FooDB: FOOD00098)

Pea

Other pulse

White lupine (FooDB: FOOD00403)
Lupine (FooDB: FOOD00104)

Pulses (FooDB: FOOD00867)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Other soy product (FooDB: FOOD00271)

Abalone (FooDB: FOOD00279)
Conch (FooDB: FOOD00611)

Gourd

Chayote (FooDB: FOOD00325)
Cucumber (FooDB: FOOD00065)
Muskmelon (FooDB: FOOD00064)
Cucurbita (FooDB: FOOD00066)
Watermelon (FooDB: FOOD00052)
Bitter gourd (FooDB: FOOD00115)
Calabash (FooDB: FOOD00318)
Towel gourd (FooDB: FOOD00492)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Wax gourd (FooDB: FOOD00499)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)

Tea

Herbal tea

Greenthread tea (FooDB: FOOD00820)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	201 - 202 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.87 g/L	ALOGPS
logP	2.58	ALOGPS
logP	1.25	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	7.36	ChemAxon
pKa (Strongest Basic)	11.09	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	41.93 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	86.18 m³·mol⁻¹	ChemAxon
Polarizability	31.58 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	167.669	31661259
DarkChem	[M-H]-	165.404	31661259
DeepCCS	[M-2H]-	202.626	30932474
DeepCCS	[M+Na]+	178.025	30932474
AllCCS	[M+H]+	171.2	32859911
AllCCS	[M+H-H2O]+	167.8	32859911
AllCCS	[M+NH4]+	174.3	32859911
AllCCS	[M+Na]+	175.2	32859911
AllCCS	[M-H]-	177.4	32859911
AllCCS	[M+Na-2H]-	176.8	32859911
AllCCS	[M+HCOO]-	176.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Oripavine	COC1=CC=C2C3CC4=C5C(OC1C25CCN3C)=C(O)C=C4	4000.3	Standard polar	33892256
Oripavine	COC1=CC=C2C3CC4=C5C(OC1C25CCN3C)=C(O)C=C4	2426.0	Standard non polar	33892256
Oripavine	COC1=CC=C2C3CC4=C5C(OC1C25CCN3C)=C(O)C=C4	2518.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Oripavine,1TMS,isomer #1	COC1=CC=C2C3CC4=CC=C(O[Si](C)(C)C)C5=C4C2(CCN3C)C1O5	2561.7	Semi standard non polar	33892256
Oripavine,1TBDMS,isomer #1	COC1=CC=C2C3CC4=CC=C(O[Si](C)(C)C(C)(C)C)C5=C4C2(CCN3C)C1O5	2801.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Oripavine GC-MS (Non-derivatized) - 70eV, Positive	splash10-001l-0090000000-fa6976ff06a0709a568e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oripavine GC-MS (1 TMS) - 70eV, Positive	splash10-0uka-3029000000-e16785ea0b5328feaa68	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oripavine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oripavine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oripavine 10V, Positive-QTOF	splash10-0002-0090000000-d6fbb5a289eda927d73d	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oripavine 20V, Positive-QTOF	splash10-0002-0090000000-6e5324047e5f47efb371	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oripavine 40V, Positive-QTOF	splash10-0pbi-4090000000-9b0dacc89bfff3dbe683	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oripavine 10V, Negative-QTOF	splash10-0002-0090000000-081253287a6e95e02428	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oripavine 20V, Negative-QTOF	splash10-0002-0090000000-d085105127d814824e05	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oripavine 40V, Negative-QTOF	splash10-0a5l-2090000000-bab6d89f58af7274f5b9	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oripavine 10V, Negative-QTOF	splash10-0002-0090000000-f0a7b42101b1968126a5	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oripavine 20V, Negative-QTOF	splash10-0002-0090000000-3894a0b10aff258e6a19	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oripavine 40V, Negative-QTOF	splash10-0udm-0090000000-35010730309bed2a3645	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oripavine 10V, Positive-QTOF	splash10-0002-0090000000-620f87966eb750d6f48d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oripavine 20V, Positive-QTOF	splash10-0002-0090000000-620f87966eb750d6f48d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oripavine 40V, Positive-QTOF	splash10-0002-1090000000-62b20cd06850a208029c	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB002075

KNApSAcK ID

C00028775

Chemspider ID

544349

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Oripavine

METLIN ID

Not Available

PubChem Compound

626667

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Oripavine (HMDB0030251)

MOL for HMDB0030251 (Oripavine)

3D MOL for HMDB0030251 (Oripavine)

3D SDF for HMDB0030251 (Oripavine)

3D-SDF for HMDB0030251 (Oripavine)

PDB for HMDB0030251 (Oripavine)

3D PDB for HMDB0030251 (Oripavine)

SMILES for HMDB0030251 (Oripavine)

INCHI for HMDB0030251 (Oripavine)

Structure for HMDB0030251 (Oripavine)

3D Structure for HMDB0030251 (Oripavine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra